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Windermere Single Family Homes For Sale - 259 homes

Windermere Single Family Homes for Sale are located in Orange County, Florida. Find single family homes for sale in Windermere with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Windermere single family houses.

Location: Windermere

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  • 1020 OAKDALE ST, WINDERMERE, FL 34786

    $2,200,000282 Days on yellowkey   MLS ID: O6322270

    1 Days Off yellowkey (back on 11/1/2025)

    For Sale O6322270 - 1020 OAKDALE ST, WINDERMERE, FL 34786 13 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3994
       Built: 2025   Tax: $7,202 (2024)
    Community: Windermere Town
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,655 (change assumption)
    Mortgage ($12,054) + Taxes in 2024 ($600)


    Taxes:$7,202

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 2806 WINDSOR HILL DR, WINDERMERE, FL 34786

    $1,150,00015 Days on yellowkey   MLS ID: O6385977

    For Sale O6385977 - 2806 WINDSOR HILL DR, WINDERMERE, FL 34786 72 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3181
       Built: 1989
    Monthly Fee: $111
       Tax: $13,057 (2024)
    Community: Windsor Hill
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,500 (change assumption)
    Mortgage ($6,301) + Fees ($111) + Taxes in 2024 ($1,088)


    Taxes:$13,057

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Gotha Middle


  • 9155 PANZANI PL, WINDERMERE, FL 34786

    $975,00051 Days on yellowkey   MLS ID: O6383334

    0 Days Off yellowkey (back on 3/8/2026)

    For Sale O6383334 - 9155 PANZANI PL, WINDERMERE, FL 34786 50 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3088
       Built: 2005
    Monthly Fee: $223
       Tax: $12,175 (2025)
    Community: Tuscany Ridge 50 141
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,580 (change assumption)
    Mortgage ($5,342) + Fees ($223) + Taxes in 2025 ($1,015)


    Taxes:$12,175

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle


  • 5067 SAWYER COVE WAY, WINDERMERE, FL 34786

    $2,299,00034 Days on yellowkey   MLS ID: O6391750

    REDUCED by $16,000 (0.7%) on 04/23/2026

    For Sale O6391750 - 5067 SAWYER COVE WAY, WINDERMERE, FL 34786 45 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3461
       Built: 2018
    Monthly Fee: $253
       Tax: $21,824 (2025)
    Community: Sawyer Sound
    Single Family


    Estimated Monthly Payment: $14,669 (change assumption)
    Mortgage ($12,597) + Fees ($253) + Taxes in 2025 ($1,819)


    Taxes:$21,824

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6897 NORTHWICH DR, WINDERMERE, FL 34786

    $579,9002 Days on yellowkey   MLS ID: O6400673

    For Sale O6400673 - 6897 NORTHWICH DR, WINDERMERE, FL 34786 31 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2229
       Built: 2003
    Monthly Fee: $82
       Tax: $7,925 (2025)
    Community: Lakes Windermere Ph 01 49 108
    Single Family


    Estimated Monthly Payment: $3,920 (change assumption)
    Mortgage ($3,177) + Fees ($82) + Taxes in 2025 ($660)


    Taxes:$7,925

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6956 TRELLIS VINE LOOP, WINDERMERE, FL 34786

    $650,0001 Day on yellowkey   MLS ID: O6401639

    0 Days Off yellowkey (back on 4/22/2026)

    For Sale O6401639 - 6956 TRELLIS VINE LOOP, WINDERMERE, FL 34786 1 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3015
       Built: 2019
    Monthly Fee: $161
       Tax: $10,719 (2025)
    Community: Windstone
    Single Family


    Estimated Monthly Payment: $4,616 (change assumption)
    Mortgage ($3,562) + Fees ($161) + Taxes in 2025 ($893)


    Taxes:$10,719

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6379 SWANSON ST, WINDERMERE, FL 34786

    $1,119,0002 Days on yellowkey   MLS ID: O6400522

    For Sale O6400522 - 6379 SWANSON ST, WINDERMERE, FL 34786 47 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3804
       Built: 2014
    Monthly Fee: $167
       Tax: $10,769 (2025)
    Community: Enclave
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,196 (change assumption)
    Mortgage ($6,131) + Fees ($167) + Taxes in 2025 ($897)


    Taxes:$10,769

    Elementary School: Sunset Park Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6840 HELMSLEY CIR, WINDERMERE, FL 34786

    $689,00077 Days on yellowkey   MLS ID: S5142930

    REDUCED by $30,999 (4.3%) on 04/23/2026

    For Sale S5142930 - 6840 HELMSLEY CIR, WINDERMERE, FL 34786 76 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2847
       Built: 2009
    Monthly Fee: $129
       Tax: $5,044 (2024)
    Community: Preston Square
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,325 (change assumption)
    Mortgage ($3,775) + Fees ($129) + Taxes in 2024 ($420)


    Taxes:$5,044

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11355 ARBORSIDE BEND WAY, WINDERMERE, FL 34786

    $560,00071 Days on yellowkey   MLS ID: O6377273

    0 Days Off yellowkey (back on 4/22/2026)

    For Sale O6377273 - 11355 ARBORSIDE BEND WAY, WINDERMERE, FL 34786 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2002
    Monthly Fee: $170
       Tax: $4,552 (2025)
    Community: Glenmuir 48 39
    Single Family


    Estimated Monthly Payment: $3,618 (change assumption)
    Mortgage ($3,068) + Fees ($170) + Taxes in 2025 ($379)


    Taxes:$4,552

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11531 VICOLO LOOP, WINDERMERE, FL 34786

    $600,00096 Days on yellowkey   MLS ID: O6374016

    1 Days Off yellowkey (back on 4/22/2026)

    REDUCED by $25,000 (4.0%) on 04/03/2026

    For Sale O6374016 - 11531 VICOLO LOOP, WINDERMERE, FL 34786 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2280
       Built: 2003
    Monthly Fee: $122
       Tax: $8,726 (2025)
    Community: Belmere Village
    Single Family


    Estimated Monthly Payment: $4,137 (change assumption)
    Mortgage ($3,288) + Fees ($122) + Taxes in 2025 ($727)


    Taxes:$8,726

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13048 LAKE ROPER CT., WINDERMERE, FL 34786

    $1,890,000224 Days on yellowkey   MLS ID: O6342354

    REDUCED by $60,000 (3.1%) on 04/22/2026

    For Sale O6342354 - 13048 LAKE ROPER CT., WINDERMERE, FL 34786 80 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4130
       Built: 2002
    Monthly Fee: $333
       Tax: $14,738 (2025)
    Community: Windermere Pointe
    Single Family


    Estimated Monthly Payment: $11,917 (change assumption)
    Mortgage ($10,356) + Fees ($333) + Taxes in 2025 ($1,228)


    Taxes:$14,738

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5427 NAGAMI DR, WINDERMERE, FL 34786

    $799,0003 Days on yellowkey   MLS ID: O6400671

    For Sale O6400671 - 5427 NAGAMI DR, WINDERMERE, FL 34786 65 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3493
       Built: 2005
    Monthly Fee: $129
       Tax: $11,883 (2025)
    Community: Summerport
    Single Family


    Estimated Monthly Payment: $5,497 (change assumption)
    Mortgage ($4,378) + Fees ($129) + Taxes in 2025 ($990)


    Taxes:$11,883

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13932 FLORIGOLD DRIVE, WINDERMERE, FL 34786

    $1,189,0004 Days on yellowkey   MLS ID: O6399812

    For Sale O6399812 - 13932 FLORIGOLD DRIVE, WINDERMERE, FL 34786 53 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3577
       Built: 2004
    Monthly Fee: $111
       Tax: $13,691 (2025)
    Community: Eden Isle
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,767 (change assumption)
    Mortgage ($6,515) + Fees ($111) + Taxes in 2025 ($1,141)


    Taxes:$13,691

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5224 LEMON TWIST LN, WINDERMERE, FL 34786

    $624,90028 Days on yellowkey   MLS ID: O6393299

    0 Days Off yellowkey (back on 4/22/2026)

    REDUCED by $15,000 (2.3%) on 04/06/2026

    For Sale O6393299 - 5224 LEMON TWIST LN, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2006
    Monthly Fee: $130
       Tax: $4,660 (2025)
    Community: Summerport
    Single Family


    Estimated Monthly Payment: $3,942 (change assumption)
    Mortgage ($3,424) + Fees ($130) + Taxes in 2025 ($388)


    Taxes:$4,660

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7519 BROFIELD AVE, WINDERMERE, FL 34786

    $755,0007 Days on yellowkey   MLS ID: O6398459

    1 Days Off yellowkey (back on 4/22/2026)

    For Sale O6398459 - 7519 BROFIELD AVE, WINDERMERE, FL 34786 49 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2628
       Built: 2009
    Monthly Fee: $81
       Tax: $5,238 (2025)
    Community: Lake Sawyer South Ph 02
    Single Family


    Estimated Monthly Payment: $4,654 (change assumption)
    Mortgage ($4,137) + Fees ($81) + Taxes in 2025 ($437)


    Taxes:$5,238

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11208 LEDGEMENT LN, WINDERMERE, FL 34786

    $1,000,000206 Days on yellowkey   MLS ID: O6325096

    For Sale O6325096 - 11208 LEDGEMENT LN, WINDERMERE, FL 34786 37 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2788
       Built: 2002
    Monthly Fee: $140
       Tax: $6,561 (2024)
    Community: Glenmuir 48 39
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,166 (change assumption)
    Mortgage ($5,479) + Fees ($140) + Taxes in 2024 ($547)


    Taxes:$6,561

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 11952 CAMDEN PARK DR, WINDERMERE, FL 34786

    $1,649,00036 Days on yellowkey   MLS ID: O6388604

    0 Days Off yellowkey (back on 4/22/2026)

    For Sale O6388604 - 11952 CAMDEN PARK DR, WINDERMERE, FL 34786 49 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3337
       Built: 2006
    Monthly Fee: $283
       Tax: $19,648 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,956 (change assumption)
    Mortgage ($9,035) + Fees ($283) + Taxes in 2025 ($1,637)


    Taxes:$19,648

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6606 SAWYER SHORES LN, WINDERMERE, FL 34786

    $2,500,00057 Days on yellowkey   MLS ID: O6386058

    For Sale O6386058 - 6606 SAWYER SHORES LN, WINDERMERE, FL 34786 21 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 5516
       Built: 2025   Tax: $3,720 (2024)
    Community: Sawyer Shores Sub
    Single Family


    Estimated Monthly Payment: $14,008 (change assumption)
    Mortgage ($13,698) + Taxes in 2024 ($310)


    Taxes:$3,720

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13609 ANCILLA BLVD, WINDERMERE, FL 34786

    $749,99970 Days on yellowkey   MLS ID: O6381542

    REDUCED by $39,001 (4.9%) on 04/14/2026

    For Sale O6381542 - 13609 ANCILLA BLVD, WINDERMERE, FL 34786 56 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3360
       Built: 2005
    Monthly Fee: $130
       Tax: $9,521 (2024)
    Community: Summerport Ph 03
    Single Family


    Estimated Monthly Payment: $5,033 (change assumption)
    Mortgage ($4,109) + Fees ($130) + Taxes in 2024 ($793)


    Taxes:$9,521

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786

    $3,475,00087 Days on yellowkey   MLS ID: O6377244

    REDUCED by $25,000 (0.7%) on 04/22/2026

    For Sale O6377244 - 10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786 100 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 5273
       Built: 1986
    Monthly Fee: $103
       Tax: $28,092 (2025)
    Community: Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,485 (change assumption)
    Mortgage ($19,041) + Fees ($103) + Taxes in 2025 ($2,341)


    Taxes:$28,092

    Elementary School: Thornebrooke Elem

    High School: Olympia High

    Tax Year: 2025

    Middle School: Gotha Middle




Why Bother Searching Elsewhere for Windermere Single Family Homes for Sale?

Windermere home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for sale in Windermere . You can use our website to view Multiple Listing Service (MLS) data on Windermere single family homes. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Windermere single family home listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.